5-[(3,3,6-Trimethyl-1,2-dihydroinden-5-yl)oxy]furan-2-carbonyl chloride | 478010-73-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-[(3,3,6-Trimethyl-1,2-dihydroinden-5-yl)oxy]furan-2-carbonyl chloride
• 英文别名: 5-[(3,3,6-trimethyl-1,2-dihydroinden-5-yl)oxy]furan-2-carbonyl chloride
• CAS: 478010-73-0
• 化学式: C₁₇H₁₇ClO₃
• 分子量: 304.773
• InChiKey: RCGBOEAFXVVDNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  、 5-[(3,3,6-Trimethyl-1,2-dihydroinden-5-yl)oxy]furan-2-carbonyl chloride 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-(2-fluoro-4,6-dimethoxypyrimidin-5-yl)-5-((3,3,6-trimethyl-2,3-dihydro-1H-inden-5-yl)oxy)furan-2-carboxamide
  参考文献：
  名称：

  Synthesis and in vitro evaluation of small-molecule [18F] labeled gonadotropin-releasing hormone (GnRH) receptor antagonists as potential PET imaging agents for GnRH receptor expression

  摘要：

  Two novel small molecule gonadotropin-releasing hormone (GnRH) receptor antagonists (12 and 13) of the furamide-class were synthesized and evaluated in vitro for their receptor binding affinities for the rat GnRH receptor. Radiolabeling with no carrier added fluorine-18 of the appropriate precursors was investigated in a one-step reaction. LogP (Octanol/PBS pH 7.4) and serum stability of the compounds were investigated. The antagonists showed low nM affinity for the rat GnRH receptor. F-18-radiolabled compounds were obtained in high radiochemical purity (> 95%) and specific activity (> 75 GBq/mu mol). These findings suggest this class of compounds holds promise as potential probes for PET targeting of GnRHreceptor expression. (c) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.02.002
• 作为产物：
  描述：

  5-(3,3,6-trimethyl-indan-5-yloxy)furan-2-carboxylic acid 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 生成 5-[(3,3,6-Trimethyl-1,2-dihydroinden-5-yl)oxy]furan-2-carbonyl chloride
  参考文献：
  名称：

  Synthesis and in vitro evaluation of small-molecule [18F] labeled gonadotropin-releasing hormone (GnRH) receptor antagonists as potential PET imaging agents for GnRH receptor expression

  摘要：

  Two novel small molecule gonadotropin-releasing hormone (GnRH) receptor antagonists (12 and 13) of the furamide-class were synthesized and evaluated in vitro for their receptor binding affinities for the rat GnRH receptor. Radiolabeling with no carrier added fluorine-18 of the appropriate precursors was investigated in a one-step reaction. LogP (Octanol/PBS pH 7.4) and serum stability of the compounds were investigated. The antagonists showed low nM affinity for the rat GnRH receptor. F-18-radiolabled compounds were obtained in high radiochemical purity (> 95%) and specific activity (> 75 GBq/mu mol). These findings suggest this class of compounds holds promise as potential probes for PET targeting of GnRHreceptor expression. (c) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.02.002

文献信息

• [EN] RADIOLABELED GNRH ANTAGONISTS AS PET IMAGING AGENTS<br/>[FR] ANTAGONISTES DE LA GONADOTROPHINE (GNRH) RADIOMARQUÉS UTILISÉS COMME AGENTS D'IMAGERIE PAR TOMOGRAPHIE PAR ÉMISSION DE POSITRONS (TEP)
  申请人：UNIV OSLO HF

  公开号：WO2014184682A9

  公开（公告）日：2015-01-29
• NON-PEPTIDE GNRH AGENTS, PHARMACEUTICAL COMPOSITIONS AND METHODS FOR THEIR USES, AND PROCESSES FOR PREPARING THEM
  申请人：Agouron Pharmaceuticals, Inc.

  公开号：EP1401427A2

  公开（公告）日：2004-03-31
• EP1401427A4
  申请人：——

  公开号：EP1401427A4

  公开（公告）日：2004-12-01
• RADIOLABELED GNRH ANTAGONISTS AS PET IMAGING AGENTS
  申请人：OSLO UNIVERSITETSSYKEHUS HF

  公开号：US20160058895A1

  公开（公告）日：2016-03-03

  Provided herein is technology relating to imaging agents for positron emission tomography (PET) and particularly, but not exclusively, to a gonadotropin-releasing hormone (GnRH) antagonist radiolabeled with positron emitting nuclides and to methods of visualizing GnRH receptors in the central nervous system by PET from administration of such compounds to warm-blooded animals for diagnostic purposes.
• [EN] NON-PEPTIDE GNRH AGENTS, PHARMACEUTICAL COMPOSITIONS AND METHODS FOR THEIR USE, AND PROCESSES FOR PREPARING THEM AND THEIR INTERMEDIATES<br/>[FR] AGENTS GNRH NON PEPTIDIQUES, COMPOSITIONS PHARMACEUTIQUES ET METHODES D'UTILISATION DE CES DERNIERES, PROCEDES DE PREPARATION DE CES COMPOSES ET DE LEURS INTERMEDIAIRES
  申请人：AGOURON PHARMA

  公开号：WO2002098363A2

  公开（公告）日：2002-12-12

  Non-peptide GnRH agents capable of inhibiting the effect of gonadotropin-releasing hormone are described. Such compounds and their pharmaceutically acceptable salts, prodrugs, and active metabolites are suitable for treating mammalian reproductive disorders and steroid hormone-dependent tumors as well as for regulating fertility, where suppression of gonadotropin release is indicated. Methods for synthesizing the compounds and intermediates useful in their preparation are also described.